6-Methoxybenzofuran

Base Information

• Chemical Name: 6-Methoxybenzofuran
• CAS No.: 50551-63-8
• Molecular Formula: C9H8O2
• Molecular Weight: 148.161
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40415654
• Nikkaji Number: J3.284.633E
• Wikidata: Q82224613
• Mol file: 50551-63-8.mol

Synonyms:6-Methoxybenzofuran;50551-63-8;6-methoxy-1-benzofuran;ghl.PD_Mitscher_leg0.482;6-methoxy-benzofuran;6-methoxybenzo[b]furan;SCHEMBL3793638;DTXSID40415654;ASYKSLFXWMWVIU-UHFFFAOYSA-N;MFCD11656393;AKOS016005040;DS-4037;CS-0150275;FT-0735389;F10222;A871521

Chemical Property of 6-Methoxybenzofuran

Chemical Property:

• Boiling Point: 99-100 °C
• PSA: 22.37000
• Density: 1.1463 g/cm3
• LogP: 2.44140
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

98%min ^*data from raw suppliers

6-Methoxybenzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=CO2

Technology Process of 6-Methoxybenzofuran

There total 5 articles about 6-Methoxybenzofuran which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C16H14O3 → 6-methoxybenzofuran (50551-63-8) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With potassium tert-butylate; oxygen; In toluene; at 80 ℃; for 14h;

DOI:10.1021/acs.orglett.9b00563

Reference yield:

(6-methoxybenzo[b]furan-2-yl)(phenyl)methanone (75158-59-7) → 6-methoxybenzofuran (50551-63-8) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; methanol / 1 h / 20 °C

2: potassium tert-butylate; oxygen / toluene / 14 h / 80 °C

With methanol; sodium tetrahydroborate; potassium tert-butylate; oxygen; In toluene;

DOI:10.1021/acs.orglett.9b00563

Reference yield:

6-hydroxybenzofuran-3-one (6272-26-0) → 6-methoxybenzofuran (50551-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate

2: sodium hydride / mineral oil

With sodium tetrahydroborate; sodium hydride; In mineral oil;

DOI:10.1248/cpb.c12-00872

upstream raw materials:

6-hydroxybenzofuran-3-one

O-methylresorcine

1-(2,2-diethoxyethoxy)-3-methoxybenzene

(6-methoxybenzo[b]furan-2-yl)(phenyl)methanone

Downstream raw materials:

6-hydroxybenzofuran

(6-methoxy-1-benzofuran-2-yl)boronic acid

6-methoxy-2-phenyl-1-benzofuran

6-methoxybenzofuran-2-carboxylic acid

Refernces

• 1、 Sun, Nan,Huang, Peng,Wang, Yifan,Mo, Weimin,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan. "Zeolite-catalyzed synthesis of 2,3-unsubstituted benzo[b]furans via the intramolecular cyclization of 2-aryloxyacetaldehyde acetals". . p. 4835 - 4841. Retrieved 2015/07/27.